(2E,7S,8E,10S,11S)-ethyl 14-hydroxy-11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)tetradeca-2,8-dienoate

Base Information

Chemical Name:(2E,7S,8E,10S,11S)-ethyl 14-hydroxy-11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)tetradeca-2,8-dienoate
CAS No.:1442433-50-2
Molecular Formula:C₂₈H₄₄O₉
Molecular Weight:524.652
Hs Code.:

Synonyms:(2E,7S,8E,10S,11S)-ethyl 14-hydroxy-11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)tetradeca-2,8-dienoate

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Chemical Property of (2E,7S,8E,10S,11S)-ethyl 14-hydroxy-11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)tetradeca-2,8-dienoate

Chemical Property:

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Technology Process of (2E,7S,8E,10S,11S)-ethyl 14-hydroxy-11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)tetradeca-2,8-dienoate

There total 20 articles about (2E,7S,8E,10S,11S)-ethyl 14-hydroxy-11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)tetradeca-2,8-dienoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1442433-49-9
C₂₄H₃₈O₈

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 1442433-50-2
(2E,7S,8E,10S,11S)-ethyl 14-hydroxy-11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)tetradeca-2,8-dienoate

Guidance literature:: In benzene; at 80 ℃; for 8h; Inert atmosphere;
DOI:10.1016/j.tetlet.2013.04.069

Reference yield:

: 1442433-43-3
(4S,5S)-4-((4-methoxybenzyl)oxy)-5-(methoxymethoxy)hept-6-en-1-ol

: 1442433-50-2
(2E,7S,8E,10S,11S)-ethyl 14-hydroxy-11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)tetradeca-2,8-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 °C

1.2: 12 h / 0 - 20 °C

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 36 h / Inert atmosphere; Reflux

3.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 - 0 °C / Inert atmosphere

4.1: benzene / 8 h / 80 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; toluene; benzene;
DOI:10.1016/j.tetlet.2013.04.069

Reference yield:

: 1007401-44-6
((2S,3S)-2-(4-(tert-butyldiphenylsilyloxy)butyl)oxiran-2-yl)methanol

: 1442433-50-2
(2E,7S,8E,10S,11S)-ethyl 14-hydroxy-11-((4-methoxybenzyl)oxy)-7,10-bis(methoxymethoxy)tetradeca-2,8-dienoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 0.17 h / 0 °C

2.1: N-ethyl-N,N-diisopropylamine / 2 h / 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 4 h / 20 °C

5.1: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogenphosphate / tetrahydrofuran; tert-butyl alcohol; water / 3 h / 0 - 20 °C

6.1: dmap; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 °C

6.2: 12 h / 0 - 20 °C

7.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 36 h / Inert atmosphere; Reflux

8.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 - 0 °C / Inert atmosphere

9.1: benzene / 8 h / 80 °C / Inert atmosphere

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; iodine; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol; benzene;
DOI:10.1016/j.tetlet.2013.04.069